US8884063B2 - Continuous process for the hydrogenation of 3-cyano-3,5,5-trimethyl-cyclohexylimine - Google Patents

Continuous process for the hydrogenation of 3-cyano-3,5,5-trimethyl-cyclohexylimine Download PDF

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US8884063B2
US8884063B2 US12/520,575 US52057507A US8884063B2 US 8884063 B2 US8884063 B2 US 8884063B2 US 52057507 A US52057507 A US 52057507A US 8884063 B2 US8884063 B2 US 8884063B2
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basic
process according
reaction mixture
cyano
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US20100036168A1 (en
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Martin Ernst
Thomas Hill
Piotr Makarczyk
Johann-Peter Melder
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BASF SE
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BASF SE
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/48Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/36Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing at least two amino groups bound to the carbon skeleton
    • C07C2101/14
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated
US12/520,575 2006-12-22 2007-12-19 Continuous process for the hydrogenation of 3-cyano-3,5,5-trimethyl-cyclohexylimine Expired - Fee Related US8884063B2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP06127089 2006-12-22
EP06127089 2006-12-22
EP06127089.8 2006-12-22
PCT/EP2007/064171 WO2008077852A1 (de) 2006-12-22 2007-12-19 Kontinuierliches verfahren zur hydrierung von 3-cyano-3,5,5-trimethyl-cyclohexylimin

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US20100036168A1 US20100036168A1 (en) 2010-02-11
US8884063B2 true US8884063B2 (en) 2014-11-11

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US12/520,575 Expired - Fee Related US8884063B2 (en) 2006-12-22 2007-12-19 Continuous process for the hydrogenation of 3-cyano-3,5,5-trimethyl-cyclohexylimine

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US (1) US8884063B2 (de)
EP (1) EP2125696B1 (de)
JP (1) JP2010513396A (de)
CN (1) CN101568516A (de)
WO (1) WO2008077852A1 (de)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2310354A2 (de) * 2008-07-25 2011-04-20 Basf Se 3-aminomethyl-1-cyclohexylamin und ein verfahren zu dessen herstellung
US8586794B2 (en) 2008-07-25 2013-11-19 Basf Se 5-isopropyl-3-aminomethyl-2-methyl-1-amino-cyclohexane (carvone diamine), and method for the production thereof
WO2010069856A1 (de) 2008-12-19 2010-06-24 Basf Se Verfahren zur herstellung von reinem triethanolamin (teoa)
CN102924291B (zh) 2011-08-08 2014-08-06 万华化学集团股份有限公司 3-氨甲基-3,5,5-三甲基环己胺的制备方法
KR101732431B1 (ko) 2012-12-07 2017-05-08 완후아 케미컬 그룹 코., 엘티디 3-아미노메틸-3,5,5-트리메틸 사이클로헥실아민의 제조 방법
CN104230721B (zh) * 2013-06-05 2016-05-18 万华化学集团股份有限公司 3-氨甲基-3,5,5-三甲基环己胺的制备方法
CN103664638B (zh) * 2013-12-31 2016-04-13 张锦碧 一种异佛尔酮二胺的简易制备方法
BR112017003878A2 (pt) * 2014-08-28 2018-01-23 Basf Se processo para produzir aminas primárias.
CN104370750B (zh) * 2014-10-14 2016-01-20 万华化学集团股份有限公司 一种3-氨甲基-3,5,5-三甲基环己胺的制备方法
CN108017547B (zh) 2017-12-22 2019-07-02 浙江新和成股份有限公司 一种异佛尔酮腈亚胺加氢还原制备异佛尔酮二胺的方法
CN116867764A (zh) 2021-02-16 2023-10-10 巴斯夫欧洲公司 异佛尔酮二胺的制造方法
WO2022253610A1 (en) 2021-06-02 2022-12-08 Basf Se Method for manufacture of isophoronediamine

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0394968A1 (de) 1989-04-25 1990-10-31 Union Carbide Chemicals And Plastics Company, Inc. Aminierung von Karbonylen
EP0449089A1 (de) 1990-03-30 1991-10-02 BASF Aktiengesellschaft Verfahren zur Herstellung von 3-Aminomethyl-3,5,5,-trimethyl-cyclohexylamin
EP0623585A1 (de) 1993-04-27 1994-11-09 Sumitomo Chemical Company, Limited Verfahren zur Herstellung von Aminen durch reduktive Aminierung in Gegenwart eines Cobalt-Katalysators
DE4343890A1 (de) 1993-12-22 1995-06-29 Degussa Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethylcyclohexylamin
DE19507398C1 (de) 1995-03-03 1996-09-12 Basf Ag Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethylcyclohexylamin
DE19747913C1 (de) 1997-10-30 1999-02-11 Degussa Verfahren zur Herstellung primärer und/oder sekundärer Amine aus Iminen oder Nitrilen, insbesondere zur Herstellung von 3-Aminomethyl-3,5,5-trimethyl-cyclohexylamin (Isophorondiamin) aus 3-Cyano-3,5,5-trimethylcyclohexanimin (Isophoronnitril-imin) durch Hydrierung in Gegenwart eines quaternären Ammoniumhydroxids
DE19756400A1 (de) 1997-12-18 1999-06-24 Basf Ag Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethyl-cyclohexylamin mit einem cic/trans-Isomerenverhältnis von mindestens 70/30

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0394968A1 (de) 1989-04-25 1990-10-31 Union Carbide Chemicals And Plastics Company, Inc. Aminierung von Karbonylen
EP0449089A1 (de) 1990-03-30 1991-10-02 BASF Aktiengesellschaft Verfahren zur Herstellung von 3-Aminomethyl-3,5,5,-trimethyl-cyclohexylamin
DE4010227A1 (de) 1990-03-30 1991-10-02 Basf Ag Verfahren zur herstellung von 3-aminomethyl-3,5,5-trimethyl-cyclohexylamin
US5371292A (en) 1990-03-30 1994-12-06 Basf Aktiengesellschaft Preparation of 3-aminomethyl-3,5,5-trimethyl-cyclohexylamine
EP0623585A1 (de) 1993-04-27 1994-11-09 Sumitomo Chemical Company, Limited Verfahren zur Herstellung von Aminen durch reduktive Aminierung in Gegenwart eines Cobalt-Katalysators
US5504254A (en) 1993-12-22 1996-04-02 Degussa Aktiengesellschaft Process for the preparation of isophoronediamine
DE4343890A1 (de) 1993-12-22 1995-06-29 Degussa Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethylcyclohexylamin
DE19507398C1 (de) 1995-03-03 1996-09-12 Basf Ag Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethylcyclohexylamin
US5756845A (en) 1995-03-03 1998-05-26 Basf Aktiengesellschaft Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine
DE19747913C1 (de) 1997-10-30 1999-02-11 Degussa Verfahren zur Herstellung primärer und/oder sekundärer Amine aus Iminen oder Nitrilen, insbesondere zur Herstellung von 3-Aminomethyl-3,5,5-trimethyl-cyclohexylamin (Isophorondiamin) aus 3-Cyano-3,5,5-trimethylcyclohexanimin (Isophoronnitril-imin) durch Hydrierung in Gegenwart eines quaternären Ammoniumhydroxids
US6011179A (en) 1997-10-30 2000-01-04 Degussa-Huls Ag Process for the production of amines from imines of nitriles
DE19756400A1 (de) 1997-12-18 1999-06-24 Basf Ag Verfahren zur Herstellung von 3-Aminomethyl-3,5,5-trimethyl-cyclohexylamin mit einem cic/trans-Isomerenverhältnis von mindestens 70/30
US6022999A (en) 1997-12-18 2000-02-08 Basf Aktiengesellschaft Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine having a cis/trans isomer ratio of at least 70:30

Also Published As

Publication number Publication date
CN101568516A (zh) 2009-10-28
US20100036168A1 (en) 2010-02-11
EP2125696B1 (de) 2012-10-31
WO2008077852A1 (de) 2008-07-03
EP2125696A1 (de) 2009-12-02
JP2010513396A (ja) 2010-04-30

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